Method for synthesizing adiponitrile by isomerization liquid of 2-methyl-3-crotononitrile

A technology of isomerization and butene nitrile, applied in the field of synthesis of adiponitrile, can solve the problems of separation difficulty, increase of equipment cost and production cost, separation and purification of 3PN increase process flow and process complexity, etc., so as to reduce equipment cost and Production cost, effect of reducing poisoning

Active Publication Date: 2014-04-23
河南神马艾迪安化工有限公司
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  • Abstract
  • Description
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Problems solved by technology

[0007] However, the separation and purification of 3PN from the isomerization liquid increases the complexity of the process flow and process, an

Method used

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  • Method for synthesizing adiponitrile by isomerization liquid of 2-methyl-3-crotononitrile

Examples

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Example Embodiment

[0022] Example 1

[0023] 1) Add 2-methyl-3-butenenitrile, tri-o-cresyl phosphite, zero-valent nickel catalyst and aluminum trichloride into the isomerization reactor at a molar ratio of 50:10:1:1 to control The reaction pressure is 0.1Mpa, the reaction temperature is 100°C, and the reaction is kept for 8 hours to obtain the isomerization liquid; the isomerization liquid is analyzed for 3-pentenenitrile, 2-methyl-3-butenenitrile, and trio-phosphorous acid. The molar ratio of cresyl ester, zero-valent nickel catalyst and aluminum trichloride is 48:2:10:1:1;

[0024] 2) Add the isomerization liquid and hydrocyanic acid obtained in step 1) into the secondary hydrocyanation reaction kettle, the molar ratio of hydrocyanic acid to 3-pentenenitrile in the isomerization liquid is 1:1, and the reaction is controlled The pressure is 0.3Mpa, the reaction temperature is 80°C, and the reaction is kept for 4 hours. After the reaction, vacuum distillation yields an adiponitrile product with a co...

Example Embodiment

[0025] Example 2

[0026] 1) Add 2-methyl-3-butenenitrile, tri-o-cresyl phosphite, zero-valent nickel catalyst and aluminum trichloride into the isomerization reactor at a molar ratio of 100:15:1:5 to control The reaction pressure is 0.1Mpa, the reaction temperature is 100°C, and the reaction is kept for 8 hours to obtain the isomerization liquid; the isomerization liquid is analyzed for 3-pentenenitrile, 2-methyl-3-butenenitrile, and trio-phosphorous acid. The molar ratio of cresyl ester, zero-valent nickel catalyst and aluminum trichloride is 95:5:15:1:5;

[0027] 2) Put the isomerization liquid and hydrocyanic acid obtained in step 1) into the secondary hydrocyanation reactor, the molar ratio of hydrocyanic acid to 3-pentenenitrile in the isomerization liquid is 1:3, and the reaction is controlled The pressure is 0.3Mpa, the reaction temperature is 80°C, and the reaction is kept for 4 hours. After the reaction, vacuum distillation yields an adiponitrile product with a content ...

Example Embodiment

[0028] Example 3

[0029] 1) Add 2-methyl-3-butenenitrile, tri-o-cresyl phosphite, zero-valent nickel catalyst and aluminum trichloride into the isomerization reactor at a molar ratio of 80:10:1:2 to control The reaction pressure is 0.1Mpa, the reaction temperature is 100°C, and the reaction is kept for 8 hours to obtain the isomerization liquid; the isomerization liquid is analyzed for 3-pentenenitrile, 2-methyl-3-butenenitrile, and trio-phosphorous acid. The molar ratio of cresyl ester, zero-valent nickel catalyst and aluminum trichloride is 76:4:10:1:2;

[0030] 2) Add the isomerization liquid and hydrocyanic acid obtained in step 1) into the secondary hydrocyanation reactor, the molar ratio of hydrocyanic acid to 3-pentenenitrile in the isomerization liquid is 1:5, and the reaction is controlled The pressure is 0.3Mpa, the reaction temperature is 80°C, and the reaction is kept for 4 hours. After the reaction, vacuum distillation yields an adiponitrile product with a content ...

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Abstract

The invention discloses a method for synthesizing adiponitrile by isomerization liquid of 2-methyl-3-crotononitrile. The method comprises steps of (1) carrying out isomerization reaction on 2-methyl-3-crotononitrile in the presence of zero valent nickel catalyst, phosphorus-containing ligand and lewis acid so as to generate 3-pentenenitrile; (2) mixing the isomerization liquid obtained in step (1) with hydrocyanic acid for reaction so as to generate the product containing adiponitrile. In the presence of zero valent nickel catalyst, phosphorus-containing ligand and lewis acid, the 2-methyl-3-crotononitrile generates 3-pentenenitrile through isomerization reaction; as the composition of the isomerization liquid is relatively the same as the material for secondary hydrocyanic reaction, the method directly adopts the isomerization liquid and hydrocyanic acid for reaction so as to synthesize adiponitrile. Therefore, the method saves the step of separating and purifying 3-pentenenitrile from the isomerization liquid, thus greatly lowering equipment cost and production cost, and reducing poisoning caused by zero valent nickel catalyst and phosphorus-containing ligand.

Description

technical field [0001] The invention relates to the technical field of production of adiponitrile, and relates to a method for synthesizing adiponitrile by utilizing the isomerization liquid of 2-methyl-3-butenenitrile. Background technique [0002] The molecular formula of adiponitrile is CN (CH 2 ) 4 CN, abbreviated as ADN in English, is one of the most important raw materials for the production of new material nylon 66. Its properties are colorless oily liquid, slightly sweet, toxic and corrosive, and its density is 962g / cm 2 , melting point 1°C, boiling point 295°C (1atm). In addition, it also has broad applications in electronics, light industry and other organic synthesis fields. [0003] The synthesis of adiponitrile by the butadiene method mainly includes three steps of primary hydrocyanation, isomerization, and secondary hydrocyanation. The reaction equations of these three steps are as follows: [0004] [0005] Firstly, under the action of zero-valent nicke...

Claims

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Application Information

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IPC IPC(8): C07C255/04C07C253/10
Inventor 孙洪飞韩伟庞金强杜彩霞任权李世新陈聚良颜英杰龙晓钦
Owner 河南神马艾迪安化工有限公司
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